6957-17-1

Upstream product

• 5682-46-2 2-Ethylbutyrophenon 
• 769-68-6 2-phenylbutanenitrile 
• 925-90-6 ethylmagnesium bromide 
• 123-62-6 propionic acid anhydride 
• 934-11-2 (1-Chloro-propyl)-benzene 
• 40473-35-6 (S)-(+)-2-phenylbutyric acid chloride 
• 90-27-7 2-Phenylbutyric acid 
• 26164-15-8 (+)-(S)-methyl 2-phenylbutanoate 
• 2294-71-5 methyl 2-phenylbutanoate 
• 811-49-4 ethyllithium 
• 97-93-8 triethylaluminum 
• 26939-22-0 2-benzyl-4,4,6-trimethyl-5,6-dihydro-4H-[1,3]oxazine 
• 54852-65-2 ethyl ester of the 2-ethyl-3-phenyl-2,3-epoxypropionic acid 
• 20805-09-8 2-ethyl-1-phenyl-butane-1,2-diol 

Downstream Products

• 116809-19-9 R(+)-1-phenyl-1-propyl propionate 
• 19019-92-2 1-phenyl-propyl 
• 6006-69-5 4-phenylhexan-3-ol 

Relevant academic research and scientific papers

Nucleophilic α-arylation and α-alkylation of ketones by polarity inversion of N-alkoxyenamines: Entry to the umpolung reaction at the α-carbon position of carbonyl compounds

A new aspect of enamine chemistry: The formation of N-alkoxyenamines from ketones has led to an efficient umpolung reaction. The alkylation of N-alkoxyenamines with trialkylaluminum compounds proceeded smoothly and gave α-alkylated ketones (see scheme). This reaction offers a simple transformation of ketones into α-substituted ketones without the need to isolate enamines and intermediary imines.

Biocatalysed concurrent production of enantioenriched compounds through parallel interconnected kinetic asymmetric transformations

Parallel interconnected kinetic asymmetric transformations were performed in order to obtain enantioenriched derivatives starting from a set of racemic or prochiral compounds. Thus, in a one-pot reaction using two redox biocatalysts (a BVMO and an ADH) and a catalytic amount of cofactor that acts as a mediator, enantioenriched ketones, sulfoxides, and sec-alcohols were concurrently obtained in a strict parallel way, minimising the quantity of reagents employed. By selecting the appropriate biocatalysts, this methodology represents a potential tool for performing stereodivergent transformations.

Enzymatic kinetic resolution of racemic ketones catalyzed by Baeyer-Villiger monooxygenases

A set of racemic cyclic and linear ketones, as well as 2-phenylpropionaldehyde, were tested as substrates in the enzymatic Baeyer-Villiger oxidation catalyzed by two Baeyer-Villiger monooxygenases: phenylacetone monooxygenase (PAMO) and 4-hydroxyacetophenone monooxygenase (HAPMO). Excellent enantioselectivites (E > 200) can be obtained in the kinetic resolution processes depending on the substrate structure and the reaction conditions. The parameters affecting the biocatalytic properties of these enzymes were also studied, in order to establish a deeper understanding of these novel biocatalysts.

A Simple Preparation of Ketones. N-Protected α-Amino Ketones from α-Amino Acids

matrix presented Carboxylic acids and amino acids are readily converted, under mild conditions, into the corresponding activated esters, which are reacted with Grignard/Cul reagent to give the corresponding ketones in nearly quantitative yields. The compounds were recovered substantially pure from the reaction mixtures.

Enantiospecific synthesis of 4-(4'-methoxyphenyl)-hexan-3-one as precursor for optically active (pS) or (pR) isomer of (Z) or (E)-3-(2'-((N,N-dimethylamino)methylferrocenyl)-4-(4''-methoxyphenyl)-hex-3-ene

We describe herein an original method for the preparation of enantiomerically pure (Z)- or (E)-3-(2'-((N,N-dimethylamino)methylferrocenyl)-4-(4''-methoxyphenyl)-hex-3-ene possessing a p(S) or p(R) plane of chirality. The key step of the synthesis lies in obtaining enantiomerically pure (R) or (S) 4-(4'-methoxyphenyl)-hexan-3-one whose reaction with the lithiated N,N-dimethylaminomethylferrocene leads to two enantiomerically pure amino-alcohol diastereomers (pS,3S,4R) and (pR,3S,4R), or (pS,3R,4S) and (pR,3R,4S) respectively. Subsequent dehydration yields a mixture of three olefins, namely, two trisubstituted olefins and either the (Z)- or (E)-tetrasubstituted olefin with respect to the starting amino-alcohol diastereomer. Additionally we obtained the enantiomerically pure (R)- and (S)-4-phenyl-hexan-3-one and the corresponding diastereomeric amino-alcohols.

Determination of Hyperfine Splitting of Biradical Termini by Combining Biradical Trapping and Time-Resolved ESR Techniques

ESR detection of spin-polarized short-lived biradicals has been shown to be a valuable tool in studying the mechanisms of photochemical reactions and in the investigation of the properties of biradicals.However, some important spectroscopic features of th

Electroreductive Acylation of Benzyl Chlorides with Acid Anhydrides. Stereoselective Formation of (E)-Enol Esters from Benzyl Alkyl Ketones

Electroreduction of benzyl chlorides in the presence of acid anhydrides brought about stereoselective formation of (E)-enol esters of the corresponding benzyl alkyl ketones, the initial acylated products, in good to moderate yields.